# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 00:40:30 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: (9beta,11alpha,13alpha,14beta,17alpha)-11-(methoxymethyl)estra-1(10),2,4-triene-3,17-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@@H]13
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 EED  EED  (9beta,11alpha,13alpha,14beta,17alpha)-11-(methoxymethyl)estra-1(10),2,4-triene-3,17-diol  ligand  51  23  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EED
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 EED  C9    C  CH1   0  -0.258  -0.3331   0.2900   0.6925
 EED  C10   C  CR6   0   0.089  -1.8379   0.3206   0.4898
 EED  C1    C  CR16  0  -0.297  -2.6603  -0.5941   1.1479
 EED  C2    C  CR16  0  -0.390  -4.0390  -0.5756   1.0262
 EED  C3    C  CR6   0   0.347  -4.6416   0.3930   0.2288
 EED  O3    O  OH1   0  -0.639  -5.9796   0.4727   0.0601
 EED  C4    C  CR16  0  -0.392  -3.8435   1.3290  -0.4142
 EED  C5    C  CR6   0   0.071  -2.4563   1.3050  -0.2893
 EED  C6    C  CH2   0  -0.512  -1.6500   2.3600  -1.0014
 EED  C7    C  CH2   0  -0.428  -0.2715   2.5463  -0.3890
 EED  C8    C  CH1   0  -0.233   0.4268   1.1992  -0.2903
 EED  C14   C  CH1   0  -0.193   1.8642   1.2842   0.1901
 EED  C15   C  CH2   0  -0.448   2.8708   2.2059  -0.4978
 EED  C16   C  CH2   0  -0.491   4.2346   1.6730   0.0047
 EED  C17   C  CH1   0   0.098   3.9218   0.3614   0.7676
 EED  O17   O  OH1   0  -0.676   4.8985  -0.6437   0.6464
 EED  C13   C  CT    0  -0.094   2.5710  -0.0776   0.1946
 EED  C18   C  CH3   0  -0.675   2.7899  -0.6372  -1.2191
 EED  C12   C  CH2   0  -0.400   1.7844  -1.0434   1.0779
 EED  C11   C  CH1   0  -0.307   0.2769  -1.1281   0.7638
 EED  C19   C  CH2   0  -0.112  -0.0919  -1.9771  -0.4497
 EED  O20   O  O2    0  -0.487   0.5298  -3.2350  -0.3481
 EED  C21   C  CH3   0  -0.392   0.2062  -4.0824  -1.4172
 EED  H9    H  HCH1  0   0.239  -0.1530   0.7231   1.6877
 EED  H1    H  HCR6  0   0.249  -2.2204  -1.3528   1.7837
 EED  H2    H  HCR6  0   0.264  -4.6391  -1.3099   1.5522
 EED  HO3   H  HOH1  0   0.472  -6.4183  -0.2376   0.5409
 EED  H4    H  HCR6  0   0.248  -4.3119   2.1001  -1.0168
 EED  H61   H  HCH2  0   0.242  -1.5347   2.0721  -2.0525
 EED  H62   H  HCH2  0   0.247  -2.2057   3.3006  -1.0085
 EED  H71   H  HCH2  0   0.240   0.3105   3.2380  -1.0022
 EED  H72   H  HCH2  0   0.216  -0.3549   2.9972   0.6064
 EED  H8    H  HCH1  0   0.214   0.4079   0.7570  -1.2942
 EED  H14   H  HCH1  0   0.211   1.8140   1.6133   1.2403
 EED  H151  H  HCH2  0   0.223   2.7932   2.1311  -1.5855
 EED  H152  H  HCH2  0   0.233   2.7153   3.2543  -0.2406
 EED  H161  H  HCH2  0   0.229   4.9146   1.4701  -0.8253
 EED  H162  H  HCH2  0   0.235   4.7379   2.3928   0.6524
 EED  H17   H  HCH1  0   0.197   3.7676   0.6042   1.8303
 EED  HO17  H  HOH1  0   0.447   5.7121  -0.3229   1.0468
 EED  H181  H  HCH3  0   0.236   3.5779  -0.1108  -1.7585
 EED  H182  H  HCH3  0   0.232   3.0752  -1.6883  -1.1773
 EED  H183  H  HCH3  0   0.226   1.8977  -0.5704  -1.8375
 EED  H121  H  HCH2  0   0.231   2.2256  -2.0415   1.0584
 EED  H122  H  HCH2  0   0.218   1.8714  -0.6952   2.1142
 EED  H11   H  HCH1  0   0.236  -0.1672  -1.6343   1.6284
 EED  H191  H  HCH2  0   0.213  -1.1832  -2.1015  -0.4829
 EED  H192  H  HCH2  0   0.193   0.1845  -1.4923  -1.3946
 EED  H211  H  HCH3  0   0.199  -0.8725  -4.2725  -1.4832
 EED  H212  H  HCH3  0   0.200   0.5322  -3.6737  -2.3816
 EED  H213  H  HCH3  0   0.230   0.7122  -5.0349  -1.2603

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 EED  C9   C11   single    1.545  0.020  1.545
 EED  C9   C8    single    1.540  0.020  1.540
 EED  C9   C10   single    1.519  0.020  1.519
 EED  C9   H9    single    0.970  0.020  1.090
 EED  C10  C1    aromatic  1.395  0.020  1.395
 EED  C10  C5    aromatic  1.399  0.020  1.399
 EED  C1   C2    aromatic  1.384  0.020  1.384
 EED  C1   H1    single    0.930  0.020  1.080
 EED  C2   C3    aromatic  1.392  0.020  1.392
 EED  C2   H2    single    0.930  0.020  1.080
 EED  C3   C4    aromatic  1.388  0.020  1.388
 EED  C3   O3    single    1.351  0.020  1.351
 EED  O3   HO3   single    0.850  0.020  0.980
 EED  C4   C5    aromatic  1.393  0.020  1.393
 EED  C4   H4    single    0.930  0.020  1.080
 EED  C5   C6    single    1.507  0.020  1.507
 EED  C6   C7    single    1.520  0.020  1.520
 EED  C6   H61   single    0.970  0.020  1.090
 EED  C6   H62   single    0.970  0.020  1.090
 EED  C7   C8    single    1.521  0.020  1.521
 EED  C7   H71   single    0.970  0.020  1.090
 EED  C7   H72   single    0.970  0.020  1.090
 EED  C8   C14   single    1.518  0.020  1.518
 EED  C8   H8    single    0.970  0.020  1.090
 EED  C14  C13   single    1.534  0.020  1.534
 EED  C14  C15   single    1.528  0.020  1.528
 EED  C14  H14   single    0.970  0.020  1.090
 EED  C15  C16   single    1.548  0.020  1.548
 EED  C15  H151  single    0.970  0.020  1.090
 EED  C15  H152  single    0.970  0.020  1.090
 EED  C16  C17   single    1.549  0.020  1.549
 EED  C16  H161  single    0.970  0.020  1.090
 EED  C16  H162  single    0.970  0.020  1.090
 EED  C17  O17   single    1.407  0.020  1.407
 EED  C17  C13   single    1.532  0.020  1.532
 EED  C17  H17   single    0.970  0.020  1.090
 EED  O17  HO17  single    0.850  0.020  0.980
 EED  C13  C12   single    1.527  0.020  1.527
 EED  C13  C18   single    1.536  0.020  1.536
 EED  C18  H181  single    0.970  0.020  1.090
 EED  C18  H182  single    0.970  0.020  1.090
 EED  C18  H183  single    0.970  0.020  1.090
 EED  C12  C11   single    1.542  0.020  1.542
 EED  C12  H121  single    0.970  0.020  1.090
 EED  C12  H122  single    0.970  0.020  1.090
 EED  C11  C19   single    1.526  0.020  1.526
 EED  C11  H11   single    0.970  0.020  1.090
 EED  C19  O20   single    1.407  0.020  1.407
 EED  C19  H191  single    0.970  0.020  1.090
 EED  C19  H192  single    0.970  0.020  1.090
 EED  O20  C21   single    1.402  0.020  1.402
 EED  C21  H211  single    0.970  0.020  1.090
 EED  C21  H212  single    0.970  0.020  1.090
 EED  C21  H213  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 EED  H9    C9   C11   104.77  3.000
 EED  H9    C9   C8    105.31  3.000
 EED  C11   C9   C8    112.12  3.000
 EED  H9    C9   C10   105.96  3.000
 EED  C8    C9   C10   113.08  3.000
 EED  C11   C9   C10   114.57  3.000
 EED  C5    C10  C1    117.61  3.000
 EED  C5    C10  C9    121.76  3.000
 EED  C1    C10  C9    120.52  3.000
 EED  H1    C1   C2    117.74  3.000
 EED  H1    C1   C10   119.79  3.000
 EED  C2    C1   C10   122.47  3.000
 EED  H2    C2   C3    120.64  3.000
 EED  H2    C2   C1    119.96  3.000
 EED  C3    C2   C1    119.40  3.000
 EED  C4    C3   O3    118.16  3.000
 EED  O3    C3   C2    122.78  3.000
 EED  C4    C3   C2    119.06  3.000
 EED  HO3   O3   C3    110.19  3.000
 EED  H4    C4   C5    119.47  3.000
 EED  H4    C4   C3    119.23  3.000
 EED  C5    C4   C3    121.30  3.000
 EED  C6    C5   C4    118.58  3.000
 EED  C6    C5   C10   121.28  3.000
 EED  C4    C5   C10   120.14  3.000
 EED  H62   C6   H61   105.88  3.000
 EED  H62   C6   C7    111.00  3.000
 EED  H61   C6   C7    108.86  3.000
 EED  H62   C6   C5    109.49  3.000
 EED  H61   C6   C5    109.01  3.000
 EED  C7    C6   C5    112.38  3.000
 EED  H72   C7   H71   106.85  3.000
 EED  H72   C7   C8    109.90  3.000
 EED  H71   C7   C8    110.65  3.000
 EED  H72   C7   C6    110.33  3.000
 EED  H71   C7   C6    109.56  3.000
 EED  C8    C7   C6    109.52  3.000
 EED  H8    C8   C14   109.18  3.000
 EED  H8    C8   C7    106.84  3.000
 EED  C14   C8   C7    113.94  3.000
 EED  H8    C8   C9    109.73  3.000
 EED  C14   C8   C9    107.37  3.000
 EED  C7    C8   C9    109.75  3.000
 EED  H14   C14  C13   106.46  3.000
 EED  H14   C14  C15   106.20  3.000
 EED  C13   C14  C15   103.49  3.000
 EED  H14   C14  C8    105.98  3.000
 EED  C15   C14  C8    121.00  3.000
 EED  C13   C14  C8    112.79  3.000
 EED  H152  C15  H151  106.88  3.000
 EED  H152  C15  C16   112.33  3.000
 EED  H151  C15  C16   111.22  3.000
 EED  H152  C15  C14   112.31  3.000
 EED  H151  C15  C14   111.09  3.000
 EED  C16   C15  C14   103.09  3.000
 EED  H162  C16  H161  106.65  3.000
 EED  H162  C16  C17   111.05  3.000
 EED  H161  C16  C17   110.04  3.000
 EED  H162  C16  C15   111.83  3.000
 EED  H161  C16  C15   111.46  3.000
 EED  C17   C16  C15   105.87  3.000
 EED  H17   C17  C13   107.51  3.000
 EED  H17   C17  O17   109.75  3.000
 EED  C13   C17  O17   112.05  3.000
 EED  H17   C17  C16   108.48  3.000
 EED  C13   C17  C16   103.68  3.000
 EED  O17   C17  C16   114.98  3.000
 EED  HO17  O17  C17   108.25  3.000
 EED  C12   C13  C18   112.05  3.000
 EED  C18   C13  C17   108.85  3.000
 EED  C12   C13  C17   114.78  3.000
 EED  C18   C13  C14   112.72  3.000
 EED  C12   C13  C14   109.01  3.000
 EED  C17   C13  C14    98.80  3.000
 EED  H183  C18  H182  107.20  3.000
 EED  H183  C18  H181  106.38  3.000
 EED  H182  C18  H181  107.17  3.000
 EED  H183  C18  C13   112.59  3.000
 EED  H182  C18  C13   110.69  3.000
 EED  H181  C18  C13   112.48  3.000
 EED  H122  C12  H121  105.97  3.000
 EED  H122  C12  C11   106.70  3.000
 EED  H121  C12  C11   109.95  3.000
 EED  H122  C12  C13   107.76  3.000
 EED  H121  C12  C13   111.09  3.000
 EED  C11   C12  C13   114.86  3.000
 EED  H11   C11  C19   105.81  3.000
 EED  H11   C11  C12   105.11  3.000
 EED  C19   C11  C12   115.39  3.000
 EED  H11   C11  C9    107.48  3.000
 EED  C19   C11  C9    112.23  3.000
 EED  C12   C11  C9    110.17  3.000
 EED  H192  C19  H191  105.91  3.000
 EED  H192  C19  O20   110.23  3.000
 EED  H191  C19  O20   109.86  3.000
 EED  H192  C19  C11   112.21  3.000
 EED  H191  C19  C11   109.09  3.000
 EED  O20   C19  C11   109.46  3.000
 EED  C21   O20  C19   112.54  3.000
 EED  H213  C21  H212  108.31  3.000
 EED  H213  C21  H211  108.28  3.000
 EED  H212  C21  H211  107.69  3.000
 EED  H213  C21  O20   108.14  3.000
 EED  H212  C21  O20   112.12  3.000
 EED  H211  C21  O20   112.17  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 EED  CONST_01  C3    C2   C1   C10    0.00   0.0  0
 EED  CONST_02  C3    C4   C5   C10    0.00   0.0  0
 EED  CONST_03  C4    C5   C10  C1     0.00   0.0  0
 EED  CONST_04  C4    C3   C2   C1     0.00   0.0  0
 EED  CONST_05  C5    C10  C1   C2     0.00   0.0  0
 EED  CONST_06  C5    C4   C3   C2     0.00   0.0  0
 EED  CONST_07  O3    C3   C2   C1   180.00   0.0  0
 EED  CONST_08  C5    C4   C3   O3   180.00   0.0  0
 EED  CONST_09  H1    C1   C10  C9     0.00   0.0  0
 EED  CONST_10  H2    C2   C1   C10  180.00   0.0  0
 EED  CONST_11  H4    C4   C5   C10  180.00   0.0  0
 EED  Var_01    C7    C6   C5   C10  -21.25  30.0  1
 EED  Var_02    C8    C7   C6   C5    52.35  30.0  1
 EED  Var_03    C17   C16  C15  C14    8.30  30.0  1
 EED  Var_04    H211  C21  O20  C19  -59.93  30.0  3
 EED  Var_05    H191  C19  O20  C21   58.73  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 EED  chir_01  C9   C11  C8   C10  negativ
 EED  chir_02  C8   C9   C7   C14  negativ
 EED  chir_03  C14  C15  C13  C8   positiv
 EED  chir_04  C17  O17  C13  C16  positiv
 EED  chir_05  C13  C17  C12  C14  negativ
 EED  chir_06  C11  C19  C12  C9   negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 EED  plan-1  C9   0.020
 EED  plan-1  C10  0.020
 EED  plan-1  C1   0.020
 EED  plan-1  C2   0.020
 EED  plan-1  C3   0.020
 EED  plan-1  O3   0.020
 EED  plan-1  C4   0.020
 EED  plan-1  C5   0.020
 EED  plan-1  C6   0.020
 EED  plan-1  H1   0.020
 EED  plan-1  H2   0.020
 EED  plan-1  H4   0.020

